Rotational deviation of 3-acetyl group from cyclic tetrapyrrole pi-plane in synthetic bacteriochlorophyll-a analogs by 20-substitution.
The 3-acetyl groups of synthetic methyl pyropheophorbides were rotated around the 3-3(1) bond and the rotational conformers were obtained in a dichloromethane solution of 20-bromo- and methyl-substituted compounds, based on their electronic and vibrational absorption spectra. Such a rotational deviation of the 3-acetyl group from the cyclic tetrapyrrole plane induced less pi-conjugation to affect the redmost Q(y) band, which has been observed in natural photosynthetic antenna systems, bacteriochlorophyll-a molecules in oligopeptides.
Tamiaki
Hitoshi
H
Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan. tamiaki@se.ritsumei.ac.jp
Kotegawa
Yuki
Y
Mizutani
Keisuke
K
D025541:Bacteriochlorophyll A / Q000138:chemical synthesis* / Q000737:chemistry; D004563:Electrochemistry; D045342:Light-Harvesting Protein Complexes / Q000737:chemistry; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D045725:Tetrapyrroles / Q000737:chemistry*
D025541:Bacteriochlorophyll A; D045342:Light-Harvesting Protein Complexes; D045725:Tetrapyrroles